1461-23-0Relevant articles and documents
CONVENIENT ONE-STEP SYNTHESES OF TRI-n-BUTYLTIN BROMIDE OR IODIDE AND DI-n-BUTYLTIN DIBROMIDE OR DIIODIDE FROM THE CORRESPONDING ORGANOTIN CHLORIDES
Friedrich, Edwin C.,Abma, Charles B.,Delucca, George
, p. 217 - 222 (1982)
Tri-n-butyltin bromide or iodide and di-n-butyltin dibromide or diiodide may be conveniently prepared from the corresponding organotin chlorides by tetra-n-butylammonium halide-catalyzed halogen redistribution reactions with suitable alkyl bromides or iod
Bloodworth et al.
, p. 7599 (1974)
Beckwith,Moad
, p. 472 (1974)
Struble et al.
, p. 3701 (1968)
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Friedrich,E.C.,Holmstead,R.L.
, p. 2546 - 2550 (1972)
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Paquette,L.A. et al.
, p. 129 - 130 (1973)
The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)3]?—Synthesis and Reactivity
Wiesemann, Markus,Kl?sener, Johannes,Niemann, Mark,Neumann, Beate,Stammler, Hans-Georg,Hoge, Berthold
, p. 14476 - 14484 (2017)
Syntheses of salts containing the tris(pentafluoroethyl)stannate(II) ion, [Sn(C2F5)3]?, were achieved through deprotonation of the corresponding stannane, HSn(C2F5)3, as well as
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Grady,G.L.,Chokshi,S.K.
, p. 483 - 484 (1972)
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Seyferth,D.,Hopper,S.P.
, p. 77 - 87 (1973)
Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions
Gribanov, Pavel S.,Golenko, Yulia D.,Topchiy, Maxim A.,Minaeva, Lidiya I.,Asachenko, Andrey F.,Nechaev, Mikhail S.
supporting information, p. 120 - 125 (2018/01/17)
Solvent-free protocols for palladium-catalyzed stannylation of aryl halides, Stille cross-coupling, and one-pot, two-step stannylation/Stille cross-coupling (SSC) are reported for the first time. (Het)aryl halides bearing acceptor, donor, as well as sterically demanding substituents are stannylated and/or coupled in high yields. The reactions are catalyzed by conventional palladium(II) acetate/PCy3 [Pd(OAc)2/PCy3] under air, using available base CsF, and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes the SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls in a one-pot two-step procedure.
Sonochemical synthesis of bis(tri-n-butylstannyl) aromatic compounds via Barbier-like reactions
Gerbino, Darío C.,Fidelibus, Pablo M.,Mandolesi, Sandra D.,Ocampo, Romina A.,Scoccia, Jimena,Podestá, Julio C.
, p. 24 - 32 (2013/10/01)
This paper reports a study of the synthesis of aryltri-n-butylstannanes via a sonochemical Barbier reaction of aryl- and heteroaryl bromides with bis(tri-n-butyltin) oxide (2) in THF. Our results demonstrate that, despite previous reports on contrary, the aryltributylstannanes can also be obtained under the same reaction conditions via sonicated reactions between aryl monobromides and tri-nbutyltin chloride (2). A comparative study of the reactions of electrophiles 2 and 3 with bromobenzene, 2-bromopyridin, o- and m-bromoanisole, m-bromotoluene, 9-bromophenthrene, and 9-bromoanthracene, indicates that the corresponding aryl- and heteroaryl-tri-n-butylstannyl derivatives are obtained in about the sameyields. Best reaction conditions and the results obtained in the investigation of the sonicated reactions between several aromatic and heteroaromatic dibromides are also reported. It was found that the reactions using 1,2-, 1,3-, and 1,4-dibromobenzenes, 4,40-dibromobiphenyl, 1,4-dibromonaphthalene, 2,5-and 3,5-dibromopyridines, and 2,5-dibromothiophene lead to the corresponding bis(tri-n-butylstannylated) derivatives in many cases in very high yields. Also the excellent results obtained in the sonicated reactions of 1,3,5-tribromobenzene with 2 and 3 are reported.
